KR102145272B1 - 이소퀴놀린 화합물의 제조 방법 - Google Patents
이소퀴놀린 화합물의 제조 방법 Download PDFInfo
- Publication number
- KR102145272B1 KR102145272B1 KR1020157003197A KR20157003197A KR102145272B1 KR 102145272 B1 KR102145272 B1 KR 102145272B1 KR 1020157003197 A KR1020157003197 A KR 1020157003197A KR 20157003197 A KR20157003197 A KR 20157003197A KR 102145272 B1 KR102145272 B1 KR 102145272B1
- Authority
- KR
- South Korea
- Prior art keywords
- substituted
- aryl
- alkyl
- heteroaryl
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 0 CC1C(C)[C@](CCN[C@@]2[C@](CCC(C)(C)C*)*C2)C1 Chemical compound CC1C(C)[C@](CCN[C@@]2[C@](CCC(C)(C)C*)*C2)C1 0.000 description 11
- WINYLDYXBSCYCB-UHFFFAOYSA-N CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O)=O Chemical compound CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O)=O WINYLDYXBSCYCB-UHFFFAOYSA-N 0.000 description 2
- WJGPMRFWBJZJOQ-UHFFFAOYSA-N Cc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O Chemical compound Cc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O WJGPMRFWBJZJOQ-UHFFFAOYSA-N 0.000 description 2
- SRWXSYISQQIUOC-UHFFFAOYSA-N CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O)=O Chemical compound CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O)=O SRWXSYISQQIUOC-UHFFFAOYSA-N 0.000 description 1
- YTWDBRIDKWWANA-UHFFFAOYSA-N COC(c1ncc(cc(cc2)Oc3ccccc3)c2c1O)=O Chemical compound COC(c1ncc(cc(cc2)Oc3ccccc3)c2c1O)=O YTWDBRIDKWWANA-UHFFFAOYSA-N 0.000 description 1
- ZLDYCVXVGXUSBB-UHFFFAOYSA-N Cc(c(c1c2)ccc2Oc2ccccc2)nc(C(NCC(O)=O)=O)c1O Chemical compound Cc(c(c1c2)ccc2Oc2ccccc2)nc(C(NCC(O)=O)=O)c1O ZLDYCVXVGXUSBB-UHFFFAOYSA-N 0.000 description 1
- ZCXHCWNBQLCJPB-UHFFFAOYSA-N Cc(c(cc1)c2cc1Oc1ccccc1)nc(C(OC)=O)c2O Chemical compound Cc(c(cc1)c2cc1Oc1ccccc1)nc(C(OC)=O)c2O ZCXHCWNBQLCJPB-UHFFFAOYSA-N 0.000 description 1
- YOZBGTLTNGAVFU-UHFFFAOYSA-N Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NCC(O)=O)=O)c2O Chemical compound Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NCC(O)=O)=O)c2O YOZBGTLTNGAVFU-UHFFFAOYSA-N 0.000 description 1
- WVZRNNOUTHUCBY-UHFFFAOYSA-N Cc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O Chemical compound Cc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O WVZRNNOUTHUCBY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Hematology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Toxicology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Epidemiology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261672191P | 2012-07-16 | 2012-07-16 | |
| US61/672,191 | 2012-07-16 | ||
| PCT/US2013/050538 WO2014014834A1 (en) | 2012-07-16 | 2013-07-15 | Process for making isoquinoline compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20150058147A KR20150058147A (ko) | 2015-05-28 |
| KR102145272B1 true KR102145272B1 (ko) | 2020-08-18 |
Family
ID=48857024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020157003197A Active KR102145272B1 (ko) | 2012-07-16 | 2013-07-15 | 이소퀴놀린 화합물의 제조 방법 |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US9340511B2 (enExample) |
| EP (2) | EP2872487B1 (enExample) |
| JP (1) | JP6196671B2 (enExample) |
| KR (1) | KR102145272B1 (enExample) |
| CN (2) | CN103435546B (enExample) |
| AU (1) | AU2013290437B2 (enExample) |
| BR (1) | BR112015001106B1 (enExample) |
| CA (1) | CA2879238C (enExample) |
| CY (1) | CY2022018I2 (enExample) |
| DK (1) | DK2872487T3 (enExample) |
| ES (1) | ES2631655T3 (enExample) |
| HU (2) | HUE034409T2 (enExample) |
| IL (1) | IL236625B (enExample) |
| IN (1) | IN2015KN00265A (enExample) |
| MX (1) | MX350922B (enExample) |
| MY (1) | MY171483A (enExample) |
| NZ (1) | NZ704660A (enExample) |
| PL (1) | PL2872487T3 (enExample) |
| PT (1) | PT2872487T (enExample) |
| SG (1) | SG11201500234YA (enExample) |
| WO (1) | WO2014014834A1 (enExample) |
| ZA (1) | ZA201500664B (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103145616B (zh) | 2003-06-06 | 2015-09-30 | 菲布罗根有限公司 | 含氮杂芳基化合物及其在增加内源性促红细胞生成素中的用途 |
| WO2010056767A1 (en) | 2008-11-14 | 2010-05-20 | Fibrogen, Inc. | Thiochromene derivatives as hip hydroxylase inhibitors |
| EP3470397B1 (en) * | 2012-07-16 | 2021-12-29 | Fibrogen, Inc. | Crystalline forms of a prolyl hydroxylase inhibitor |
| SG11201500234YA (en) * | 2012-07-16 | 2015-02-27 | Fibrogen Inc | Process for making isoquinoline compounds |
| US8883823B2 (en) | 2012-07-16 | 2014-11-11 | Fibrogen, Inc. | Crystalline forms of a prolyl hydroxylase inhibitor |
| IL296484B2 (en) | 2013-06-06 | 2025-03-01 | Fibrogen Inc | Pharmaceutical formulations of HIF hydroxylase inhibitor |
| CN103694172A (zh) * | 2013-12-26 | 2014-04-02 | 辽宁亿灵科创生物医药科技有限公司 | 含氮杂芳基化合物的衍生物 |
| CA2959688C (en) | 2014-09-02 | 2024-02-27 | Sunshine Lake Pharma Co., Ltd. | Quinolone compounds and their use to treat diseases related to hypoxia inducible factor and/or erythropoietin |
| WO2016045125A1 (en) * | 2014-09-28 | 2016-03-31 | Merck Sharp & Dohme Corp. | Inhibitors of hif prolyl hydroxylase |
| CN104447547B (zh) * | 2014-11-10 | 2017-04-19 | 苏州康润医药有限公司 | 4‑氨基异喹啉‑8‑甲酸甲酯的合成方法 |
| CN106146490B (zh) * | 2015-03-27 | 2018-10-23 | 沈阳三生制药有限责任公司 | 被芳氧基或杂芳氧基取代的5-羟基-1,7-萘啶化合物、其制备方法及其制药用途 |
| CN104892509B (zh) * | 2015-06-04 | 2018-03-09 | 苏州明锐医药科技有限公司 | 诺得司他的制备方法 |
| CN106187888A (zh) * | 2016-07-18 | 2016-12-07 | 江苏德源药业股份有限公司 | Fg‑4592单晶及其制备方法 |
| CN106478503A (zh) * | 2016-09-29 | 2017-03-08 | 上海勋和医药科技有限公司 | Roxadustat中间体的制备方法 |
| CZ2016627A3 (cs) | 2016-10-07 | 2018-04-18 | Zentiva, K.S. | Způsob přípravy (7-fenoxy-4-hydroxy-1-methylisochinolin-3-karbonyl)glycinu (roxadustatu) a jeho intermediátů založený na souběžném otevírání oxazolového kruhu, štěpení etheru a tvorbě iminu |
| CN107954931B (zh) * | 2016-10-17 | 2021-06-22 | 上海医药集团青岛国风药业股份有限公司 | 一种诺得司他的制备方法 |
| EP3573615B1 (en) * | 2017-01-28 | 2024-06-12 | Kingchem Life Science LLC | A process for preparing 5-phenoxy-1(3h)isobenzofuranone |
| CN111566090A (zh) * | 2017-12-01 | 2020-08-21 | 雷迪博士实验室有限公司 | 罗沙司他及其中间体的制备方法 |
| CN109956870A (zh) * | 2017-12-14 | 2019-07-02 | 南京卡文迪许生物工程技术有限公司 | 一种罗沙司他的合成方法及其中间体化合物 |
| CN110218184B (zh) * | 2018-03-01 | 2022-09-27 | 广东东阳光药业有限公司 | 诺德司他共晶及其制备方法 |
| CN110272386B (zh) * | 2018-03-16 | 2022-09-09 | 上海医药集团青岛国风药业股份有限公司 | 一种诺得司他的制备方法 |
| CN110526813B (zh) * | 2018-05-24 | 2022-06-28 | 杭州科巢生物科技有限公司 | 异喹啉化合物的制备方法及其中间体 |
| CN110028431B (zh) | 2018-06-05 | 2021-01-08 | 沈阳化工大学 | 一种三氟乙基硫醚(亚砜)取代苯类化合物及其用途 |
| EP3877356A4 (en) | 2018-11-09 | 2022-06-22 | Vivace Therapeutics, Inc. | BICYCLIC LINKS |
| CN109776415B (zh) * | 2019-03-07 | 2020-11-17 | 福建南方制药股份有限公司 | 一种Roxadustat中间体的制备方法 |
| AU2020257207B2 (en) | 2019-04-16 | 2026-06-04 | Vivace Therapeutics, Inc. | Bicyclic compounds |
| RU2709493C1 (ru) * | 2019-08-01 | 2019-12-18 | Марат Феликсович Фазылов | Способ получения роксадустата |
| EP4010318A1 (en) | 2019-08-07 | 2022-06-15 | Teva Pharmaceuticals International GmbH | Processes for the preparation of roxadustat and intermediates thereof |
| CN112441975B (zh) * | 2019-09-03 | 2023-10-31 | 西藏嘉信景天药业有限公司 | 一种罗沙司他重要中间体的制备方法 |
| US20230112619A1 (en) * | 2019-10-18 | 2023-04-13 | Shanghai Desano Chemical Pharmaceutical Co., Ltd. | Method for preparing isoquinolinone compounds |
| CN112679430B (zh) * | 2019-10-18 | 2023-05-05 | 上海迪赛诺化学制药有限公司 | 一种制备异喹啉酮类化合物的方法 |
| CN112679431B (zh) * | 2019-10-18 | 2023-05-05 | 上海迪赛诺化学制药有限公司 | 一种制备异喹啉酮类化合物的方法 |
| US12612367B2 (en) | 2019-12-10 | 2026-04-28 | Akebia Therapeutics, Inc. | Method for producing nitrogen-containing heteroarylcarboxamide acetic acid derivative |
| CN113444042A (zh) * | 2020-03-27 | 2021-09-28 | 南京海润医药有限公司 | 一种罗沙司他的制备方法 |
| WO2021214785A1 (en) | 2020-04-21 | 2021-10-28 | Mylan Laboratories Limited | Improved process for the preparation of roxadustat |
| CN111533691A (zh) * | 2020-06-08 | 2020-08-14 | 重庆三圣实业股份有限公司 | 一种罗沙司他的制备方法 |
| CN113801060B (zh) | 2020-06-13 | 2025-06-27 | 苏州鹏旭医药科技有限公司 | 一种多取代异喹啉化合物的制备方法 |
| CN114539149A (zh) | 2020-06-19 | 2022-05-27 | 济川(上海)医学科技有限公司 | 一种含异喹啉环的化合物、其制备方法及其应用 |
| CN112409258B (zh) * | 2020-11-20 | 2025-11-25 | 杭州科巢生物科技有限公司 | 一种罗沙司他的制备方法 |
| CN114644589A (zh) * | 2020-12-17 | 2022-06-21 | 鲁南制药集团股份有限公司 | 一种化合物n-[(4-羟基--1-甲基-3-异喹啉基)羰基]-甘氨酸的制备方法 |
| CN114671807B (zh) * | 2020-12-24 | 2026-03-24 | 联化科技(德州)有限公司 | 一种1-取代异喹啉类化合物的制备方法 |
| US20230101768A1 (en) * | 2021-08-13 | 2023-03-30 | The Board Of Regents Of The University Of Texas System | Method to treat manganese toxicity and manganese-induced parkinsonism in humans |
| CN116178260A (zh) * | 2021-11-26 | 2023-05-30 | 四川国康药业有限公司 | 一种治疗肾性贫血的化合物及其制备方法 |
| CN115124467A (zh) * | 2022-07-11 | 2022-09-30 | 天津力生制药股份有限公司 | 一种罗沙司他关键中间体的制备方法 |
| CN117105862B (zh) * | 2023-07-26 | 2025-12-30 | 北京福元医药股份有限公司 | 一种罗沙司他及其中间体的制备方法 |
| CN117486797A (zh) * | 2023-11-23 | 2024-02-02 | 传健生物医药(厦门)有限公司 | 一种罗沙司他关键中间体及罗沙司他的制备方法 |
Citations (2)
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